data_GPM # _chem_comp.id GPM _chem_comp.name "(1S)-1,5-anhydro-1-(phosphonomethyl)-D-glucitol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C7 H15 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "GLUCOPYRANOSYL-1-METHYL-PHOSPHONIC ACID; Alpha-1 phosphonomethylene-D-glucopyranose" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2020-07-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 258.163 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GPM _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5GPB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 GPM "GLUCOPYRANOSYL-1-METHYL-PHOSPHONIC ACID" PDB ? 2 GPM "Alpha-1 phosphonomethylene-D-glucopyranose" PDB ? # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal GPM C1 C1 C 0 1 N N S 33.465 22.976 27.684 0.016 0.832 -0.858 C1 GPM 1 GPM C2 C2 C 0 1 N N R 33.825 23.065 26.131 -1.322 1.567 -0.750 C2 GPM 2 GPM C3 C3 C 0 1 N N S 32.624 22.436 25.352 -2.153 0.937 0.371 C3 GPM 3 GPM C4 C4 C 0 1 N N S 32.512 20.965 25.781 -2.332 -0.557 0.081 C4 GPM 4 GPM C5 C5 C 0 1 N N R 32.268 20.830 27.320 -0.954 -1.210 -0.058 C5 GPM 5 GPM C6 C6 C 0 1 N N N 32.213 19.426 27.860 -1.124 -2.690 -0.408 C6 GPM 6 GPM C7 C7 C 0 1 N N N 32.147 23.586 28.292 0.796 0.998 0.448 C7 GPM 7 GPM O2 O2 O 0 1 N N N 34.087 24.363 25.573 -1.088 2.945 -0.453 O2 GPM 8 GPM O3 O3 O 0 1 N N N 32.865 22.548 23.961 -3.434 1.569 0.431 O3 GPM 9 GPM O4 O4 O 0 1 N N N 31.451 20.299 25.105 -3.044 -1.171 1.158 O4 GPM 10 GPM O5 O5 O 0 1 N N N 33.327 21.545 28.020 -0.222 -0.556 -1.097 O5 GPM 11 GPM O6 O6 O 0 1 N N N 33.449 18.753 27.549 0.155 -3.325 -0.424 O6 GPM 12 GPM P P P 0 1 N N N 31.621 25.295 28.255 2.449 0.251 0.268 P GPM 13 GPM O1P O1P O 0 1 N N N 30.338 25.429 29.063 2.309 -1.159 -0.161 O1P GPM 14 GPM O2P O2P O 0 1 N N N 32.824 26.028 28.823 3.290 1.067 -0.837 O2P GPM 15 GPM O3P O3P O 0 1 N N N 31.301 25.542 26.783 3.221 0.309 1.679 O3P GPM 16 GPM H1 H1 H 0 1 N N N 34.315 23.393 28.244 0.595 1.249 -1.682 H1 GPM 17 GPM H2 H2 H 0 1 N N N 34.700 22.420 25.965 -1.861 1.484 -1.694 H2 GPM 18 GPM H3 H3 H 0 1 N N N 31.702 22.966 25.634 -1.638 1.064 1.323 H3 GPM 19 GPM H4 H4 H 0 1 N N N 33.466 20.468 25.548 -2.891 -0.683 -0.846 H4 GPM 20 GPM H5 H5 H 0 1 N N N 31.308 21.318 27.543 -0.411 -1.118 0.882 H5 GPM 21 GPM H61 H61 H 0 1 N N N 32.074 19.456 28.951 -1.758 -3.169 0.338 H61 GPM 22 GPM H62 H62 H 0 1 N N N 31.373 18.886 27.398 -1.587 -2.780 -1.390 H62 GPM 23 GPM H71 H71 H 0 1 N N N 31.331 23.030 27.808 0.900 2.059 0.677 H71 GPM 24 GPM H72 H72 H 0 1 N N N 32.184 23.326 29.360 0.260 0.503 1.257 H72 GPM 25 GPM HO2 HO2 H 0 1 N Y N 34.287 24.276 24.648 -1.894 3.473 -0.371 HO2 GPM 26 GPM HO3 HO3 H 0 1 N Y N 32.138 22.167 23.482 -4.014 1.218 1.120 HO3 GPM 27 GPM HO4 HO4 H 0 1 N Y N 31.410 19.395 25.393 -3.193 -2.119 1.040 HO4 GPM 28 GPM HO6 HO6 H 0 1 N Y N 33.421 17.866 27.887 0.124 -4.268 -0.639 HO6 GPM 29 GPM HOP2 HOP2 H 0 0 N N N 32.575 26.472 29.625 3.421 2.000 -0.621 HOP2 GPM 30 GPM HOP3 HOP3 H 0 0 N N N 30.374 25.726 26.686 4.109 -0.073 1.658 HOP3 GPM 31 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal GPM C1 C2 SING N N 1 GPM C1 C7 SING N N 2 GPM C1 O5 SING N N 3 GPM C1 H1 SING N N 4 GPM C2 C3 SING N N 5 GPM C2 O2 SING N N 6 GPM C2 H2 SING N N 7 GPM C3 C4 SING N N 8 GPM C3 O3 SING N N 9 GPM C3 H3 SING N N 10 GPM C4 C5 SING N N 11 GPM C4 O4 SING N N 12 GPM C4 H4 SING N N 13 GPM C5 C6 SING N N 14 GPM C5 O5 SING N N 15 GPM C5 H5 SING N N 16 GPM C6 O6 SING N N 17 GPM C6 H61 SING N N 18 GPM C6 H62 SING N N 19 GPM C7 P SING N N 20 GPM C7 H71 SING N N 21 GPM C7 H72 SING N N 22 GPM O2 HO2 SING N N 23 GPM O3 HO3 SING N N 24 GPM O4 HO4 SING N N 25 GPM O6 HO6 SING N N 26 GPM P O1P DOUB N N 27 GPM P O2P SING N N 28 GPM P O3P SING N N 29 GPM O2P HOP2 SING N N 30 GPM O3P HOP3 SING N N 31 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor GPM SMILES ACDLabs 12.01 "O=P(O)(O)CC1OC(C(O)C(O)C1O)CO" GPM InChI InChI 1.03 "InChI=1S/C7H15O8P/c8-1-3-5(9)7(11)6(10)4(15-3)2-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4-,5-,6+,7+/m1/s1" GPM InChIKey InChI 1.03 XRMRHVWWWWFMKR-OVHBTUCOSA-N GPM SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@H](C[P](O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O" GPM SMILES CACTVS 3.370 "OC[CH]1O[CH](C[P](O)(O)=O)[CH](O)[CH](O)[CH]1O" GPM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)CP(=O)(O)O)O)O)O)O" GPM SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(C(O1)CP(=O)(O)O)O)O)O)O" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier GPM "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1,5-anhydro-1-(phosphonomethyl)-D-glucitol" GPM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]methylphosphonic acid" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support GPM "CARBOHYDRATE ISOMER" D PDB ? GPM "CARBOHYDRATE RING" pyranose PDB ? GPM "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GPM "Create component" 1999-07-08 RCSB GPM "Modify descriptor" 2011-06-04 RCSB GPM "Modify synonyms" 2013-09-10 RCSB GPM "Other modification" 2020-07-03 RCSB GPM "Modify name" 2020-07-17 RCSB GPM "Modify synonyms" 2020-07-17 RCSB GPM "Modify linking type" 2020-07-17 RCSB GPM "Modify leaving atom flag" 2020-07-17 RCSB ##